13391-38-3

Basic information

• Product Name: 1-(α-Chlorobenzyl)-4-bromobenzene
• Synonyms: 1-(α-Chlorobenzyl)-4-bromobenzene;1-Bromo-4-(α-chlorobenzyl)benzene;4-Bromobenzhydryl chloride;4-Bromophenyl(chloro)phenylmethane;1-bromo-4-[chloro(phenyl)methyl]benzene
• CAS NO: 13391-38-3
• Molecular Formula: C₁₃H₁₀BrCl
• Molecular Weight: 281.58
• Mol File: 13391-38-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 356.6°C at 760 mmHg
• Flash Point: 193.7°C
• Appearance: /
• Density: 1.428g/cm³
• Vapor Pressure: 5.94E-05mmHg at 25°C
• Refractive Index: 1.607
• CAS DataBase Reference: 1-(α-Chlorobenzyl)-4-bromobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(α-Chlorobenzyl)-4-bromobenzene(13391-38-3)
• EPA Substance Registry System: 1-(α-Chlorobenzyl)-4-bromobenzene(13391-38-3)

Safety Data

• Hazardous Substances Data: 13391-38-3(Hazardous Substances Data)

Usage

Structure

Substituted benzene ring with a chlorine atom and a bromine atom

Explanation

The compound has a benzene ring (a six-carbon ring with alternating single and double bonds) with a chlorine atom and a bromine atom attached at different positions.

Explanation

The chlorine and bromine atoms are the functional groups in this compound, which contribute to its unique reactivity and properties.

Explanation

The compound is used as a building block for creating more complex molecules in various fields, including the production of pharmaceuticals, agrochemicals, and other specialty chemicals.

Explanation

The presence of both chlorine and bromine atoms on the benzene ring gives this compound unique reactivity, making it valuable in a wide range of chemical applications.

Explanation

Most organic compounds with molecular weights around 300 or less are solids at room temperature. Although the exact melting point is not provided, it is reasonable to assume that 1-(α-Chlorobenzyl)-4-bromobenzene is a solid at room temperature.

Explanation

Compounds with halogenated aromatic rings, like 1-(α-Chlorobenzyl)-4-bromobenzene, are generally soluble in organic solvents such as dichloromethane, ethyl acetate, and acetone.

Explanation

The compound is likely stable under normal conditions, such as room temperature and pressure, as it is used in various chemical applications without any specific mention of instability.

Explanation

As with many chemicals, 1-(α-Chlorobenzyl)-4-bromobenzene may pose health risks if not handled properly. It is important to follow safety guidelines and use appropriate protective equipment when working with this compound.

Explanation

To maintain the stability and safety of the compound, it should be stored in a cool, dry, and well-ventilated area, away from potential sources of ignition, such as heat, sparks, and open flames.

Functional groups

Chlorine (Cl) and bromine (Br) atoms

Applications

Organic synthesis, chemical research, pharmaceuticals, agrochemicals, and specialty chemicals

Reactivity

Unique due to the presence of both chlorine and bromine atoms

Physical state

Likely a solid at room temperature

Solubility

Soluble in organic solvents

Stability

Stable under normal conditions

Hazards

Potential irritant, toxic, or harmful if inhaled, ingested, or absorbed through the skin

Storage

Store in a cool, dry, and well-ventilated area, away from heat, sparks, and open flames

InChI:InChI=1/C13H10BrCl/c14-12-8-6-11(7-9-12)13(15)10-4-2-1-3-5-10/h1-9,13H

Upstream product

• 29334-16-5 phenyl(4-bromophenyl)methanol 
• 1122-91-4 4-bromo-benzaldehyde 
• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 124419-82-5 1,3-Bis(4-bromphenyl)-1,3-diphenyl-1-propen 
• 102374-42-5 4'-bromo-3α-(diphenylmethoxy)tropane 
• 308110-11-4 tert-butyl 4-[(4-bromophenyl)(phenyl)methyl]-1-piperazinecarboxylate 
• 22524-18-1 1,2-diphenyl-1,2-di-p-bromophenylethane 
• 68240-62-0 1-((4-bromophenyl)(phenyl)methyl)piperazine 
• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 2116-36-1 1-benzyl-4-bromo-benzene 
• 308110-12-5 tert-butyl 4-[[4-(2-ethylbutanoyl)phenyl](phenyl)methyl]-1-piperazinecarboxylate 
• 80272-20-4 3-(4-bromophenyl)-3-phenyl-propionic acid 
• 1221398-65-7 tropinone O-((4-bromophenyl)phenylmethyl)oxime 
• 1423701-90-9 C₂₁H₁₇BrO₂ 
• 21771-89-1 α-(4-bromophenyl)phenylacetic acid 
• 5359-48-8 methyl 2-(4-bromophenyl)-2-phenylacetate 
• 1423700-11-1 methyl 2-phenyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate 

Relevant articles and documents

Synthesis and biological evaluation of 1‐(Diarylmethyl)‐1h‐1,2,4‐triazoles and 1‐(diarylmethyl)‐1h‐imidazoles as a novel class of anti‐mitotic agent for activity in breast cancer

We report the synthesis and biochemical evaluation of compounds that are designed as hybrids of the microtubule targeting benzophenone phenstatin and the aromatase inhibitor letrozole. A preliminary screening in estrogen receptor (ER)‐positive MCF‐7 breast cancer cells identified 5‐((2H‐1,2,3‐triazol‐1‐yl)(3,4,5‐trimethoxyphenyl)methyl)‐2‐methoxyphenol 24 as a potent antiproliferative compound with an IC50 value of 52 nM in MCF‐7 breast cancer cells (ER+/PR+) and 74 nM in triple‐negative MDA‐MB‐231 breast cancer cells. The compounds demonstrated significant G2/M phase cell cycle arrest and induction of apoptosis in the MCF‐7 cell line, inhibited tubulin polymerisation, and were selective for cancer cells when evaluated in non-tumorigenic MCF‐10A breast cells. The immunofluorescence staining of MCF‐7 cells confirmed that the compounds targeted tubulin and induced multinucleation, which is a recognised sign of mitotic catastrophe. Computational docking studies of compounds 19e, 21l, and 24 in the colchicine binding site of tubulin indicated potential binding conformations for the compounds. Compounds 19e and 21l were also shown to selectively inhibit aromatase. These compounds are promising candidates for development as antiproliferative, aromatase inhibitory, and microtubule‐disrupting agents for breast cancer.

Synthesis and Anticancer Activity of 1-(1H -Indol-3-yl)-2-(4-diarylmethylpiperazine-1-yl)ethane-1,2-dione Derivatives

Several new 1-(4-diarylmethylpiperazine-1-yl)-2-(1H-indol-3-yl)ethane-1,2-dione derivatives were synthesized by acylation of 1-diarylmethylpiperazine with 2-(1H-indol-3-yl)-2-oxoacetyl chloride. Their structures were confirmed by 1H NMR, IR, mass spectra, and elemental analysis. These compounds were further evaluated for their anticancer activity, and most of them were found to have moderate-to-potent antiproliferative activities against Hela, A-549, and ECA-109 cancer cell lines in vitro.

Discovery of novel and potent benzhydryl-tropane trypanocides highly selective for Trypanosoma cruzi

A benzhydryl tropinone oxime that is potently toxic to Trypanosoma cruzi has been previously identified. An SAR investigation determined that no part of the original compound was superfluous and all early SAR probes led to significant drops in activity. The only alteration that could be achieved without loss of activity was replacement of the aryl chloride substituent with chloro homologues. This led to the discovery of a trifluoromethyl-containing analogue with an EC50 against T. cruzi of 30 nM and a cytotoxicity selectivity index of over 1000 relative to rat skeletal myoblast L-6 cells.